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Citric Acid → 3-{[(Tert-butoxy)carbonyl]amino}-2-({[(tert-butoxy)carbonyl]amino}methyl)propanoic acid

HRID 2357196
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HRID 2357196 반응식
[OH-].[Na+].C[O:4][C:5](=[O:25])[CH:6]([CH2:16][NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:7][NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10].O.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C1COCC1>[C:21]([O:20][C:18]([NH:17][CH2:16][CH:6]([CH2:7][NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[C:5]([OH:25])=[O:4])=[O:19])([CH3:23])([CH3:24])[CH3:22]
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참가 물질

6

반응물 4

HCID 311Citric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 22251381Methyl 3-((tert-butoxycarbonyl)amino)-2-(((tert-butoxycarbonyl)amino)methyl)propanoate

생성물 1

HCID 222513823-{[(Tert-butoxy)carbonyl]amino}-2-({[(tert-butoxy)carbonyl]amino}methyl)propanoic acid

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

Aqueous 2N sodium hydroxide (2.48 mL, 4.96 mmol) was added to a stirring solution of the methyl ester 13 (0.41 g, 1.24 mmol) in THF (7.5 mL) and the mixture was stirred at rt. for 24 h. Water (15 mL) was added and the solution was acidified with 5% aqueous citric acid. The mixture was extracted with CHCl3 (3×25 mL) and the combined organic extracts were washed with brine (30 mL), dried (Na2SO4), and evaporated in vacuo to leave the acid 14 as a viscous, colourless oil (280 mg).

후처리

  1. extractionThe mixture was extracted with CHCl3 (3×25 mL)
  2. washthe combined organic extracts were washed with brine (30 mL)
  3. dry with materialdried (Na2SO4)
  4. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-b7025a4755bb4b0688dc4d35c5b5e2e2
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07759519B2

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